ID: ALA452683

Max Phase: Preclinical

Molecular Formula: C10H18O

Molecular Weight: 154.25

Molecule Type: Small molecule

Representations

Synonyms (1): Nerol
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(C)=CCC/C(C)=C\CO

Standard InChI:  InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7-

Standard InChI Key:  GLZPCOQZEFWAFX-YFHOEESVSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 154.25

Molecular Weight (Monoisotopic): 154.1358

AlogP: 2.67

#Rotatable Bonds: 4

Polar Surface Area: 20.23

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 2.50

CX LogD: 2.50

Aromatic Rings: 0

Heavy Atoms: 11

QED Weighted: 0.62

Np Likeness Score: 2.91

References

1. Perrucci S, Macchioni G, Cioni PL, Flamini G, Morelli I..  (1995)  Structure/activity relationship of some natural monoterpenes as acaricides against Psoroptes cuniculi.,  58  (8): [PMID:7595592] [10.1021/np50122a018]

2. Yamamoto Y, Hosokawa M, Kurihara H, Maoka T, Miyashita K..  (2008)  Synthesis of phosphatidylated-monoterpene alcohols catalyzed by phospholipase D and their antiproliferative effects on human cancer cells.,  18  (14): [PMID:18556205] [10.1016/j.bmcl.2008.05.113]

3. PubChem BioAssay data set, 

4. Caballero-Gallardo K, Olivero-Verbel J, Stashenko EE..  (2011)  Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum herbst.,  59  (5): [PMID:21291237] [10.1021/jf103937p]

5. Kordali S, Kesdek M, Çakir A..  (2007)  Toxicity of monoterpenes against larvae and adults of Colorado potato beetle, Leptinotarsa decemlineata Say (Coleoptera: Chrysomelidae),  26  (3): [10.1016/j.indcrop.2007.03.009]

6. De Bruyn T, van Westen GJ, Ijzerman AP, Stieger B, de Witte P, Augustijns PF, Annaert PP..  (2013)  Structure-based identification of OATP1B1/3 inhibitors.,  83  (6): [PMID:23571415] [10.1124/mol.112.084152]

7. Ramos Alvarenga RF, Wan B, Inui T, Franzblau SG, Pauli GF, Jaki BU..  (2014)  Airborne antituberculosis activity of Eucalyptus citriodora essential oil.,  77  (3): [PMID:24641242] [10.1021/np400872m]

8. PubChem BioAssay data set, 

9. PubChem BioAssay data set, 

10. Ortar G, Schiano Moriello A, Morera E, Nalli M, Di Marzo V, De Petrocellis L..  (2014)  Effect of acyclic monoterpene alcohols and their derivatives on TRP channels.,  24  (23): [PMID:25455494] [10.1016/j.bmcl.2014.10.012]

11. Kumar G, Kiran Tudu A..  (2023)  Tackling multidrug-resistant Staphylococcus aureus by natural products and their analogues acting as NorA efflux pump inhibitors.,  80  [PMID:36731248] [10.1016/j.bmc.2023.117187]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays